Reaktion #8225

Reaktionsgleichung

7-nitrogramine

Dimethylsulfate

Sodium methoxide

→

3-(2-nitro-2-methylpropyl)-7-nitroindole

Ausbeute 131.0%

Lösungsmittel

2-nitropropane

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture is stirred overnight at room temperature
2. 2
   SonstigeThe reaction is quenched by addition of saturated NH4Cl solution and ethyl acetate
3. 3
   ExtraktionThe aqueous layer is extracted with ethyl acetate
4. 4
   Waschenthe combined organic layers are washed with brine
5. 5
   Trocknendried over Na2SO4

Vorschrift

The 7-nitrogramine salt (2.0 g, 5.8 mmol) is suspended in a mixture of 2-nitropropane (9.5 mL) and methanol (9.5 mL). Dimethylsulfate (1.09 mL, 11.5 mmol) is added dropwise via syringe, and the resulting yellow solution is stirred at room temperature for 5 minutes. Sodium methoxide (0.62 g, 11.5 mmol) is then added in one portion, and the mixture is stirred overnight at room temperature. The reaction is quenched by addition of saturated NH4Cl solution and ethyl acetate. The aqueous layer is extracted with ethyl acetate, and the combined organic layers are washed with brine, and dried over Na2SO4 to give 1.0 g of 3-(2-nitro-2-methylpropyl)-7-nitroindole (69%).

Quelle